NP-MRD: Showing NP-Card for (6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one (NP0217969)

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Record Information

Version

2.0

Created at

2022-09-05 18:28:32 UTC

Updated at

2022-09-05 18:28:32 UTC

NP-MRD ID

NP0217969

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one

Description

Glabrin C belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone. (6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one is found in Annona glabra. Based on a literature review very few articles have been published on Glabrin C.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309052220282D          

 58 60  0  0  1  0            999 V2000
    5.4089   -1.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3117   -0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5537   -0.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727   -0.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8755    0.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5364    0.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1844    0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662   -0.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9506    0.6660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5986    0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0688    1.4825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8881    1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3819    0.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2136    2.3377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0329    2.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5266    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3459    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2011    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7198    2.9986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2304    3.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469    3.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9246    4.4128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4352    5.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1293    5.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2517    4.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1081    4.5311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0109    5.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6719    5.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    5.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1557    6.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8166    6.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7195    7.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3804    8.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1385    7.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7994    8.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2356    7.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5747    6.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5919    5.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9439    5.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0621    6.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    5.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0595    4.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465    5.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9148    3.7151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1336    3.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    2.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4085    3.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    2.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2038    1.6400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6932    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9991    0.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    1.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203    1.5217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174    0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    0.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  4  0  0  0
 39 41  1  0  0  0  0
 42 41  1  4  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 49  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  1  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 52 56  1  0  0  0  0
 56 57  2  0  0  0  0
  5 57  1  0  0  0  0
 57 58  1  4  0  0  0
M  END


  Mrv1652309052220282D          

 58 60  0  0  1  0            999 V2000
    5.4089   -1.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3117   -0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5537   -0.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9727   -0.4423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8755    0.3770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5364    0.8708    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1844    0.3601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0662   -0.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9506    0.6660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.5986    0.1554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0688    1.4825    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.8881    1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3819    0.9187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2136    2.3377    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0329    2.4349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5266    1.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3459    1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2011    1.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7198    2.9986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2304    3.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0469    3.5284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9246    4.4128    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.4352    5.0608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1293    5.8270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2517    4.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1081    4.5311    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0109    5.3503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6719    5.8441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529    5.6758    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.1557    6.4951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8166    6.9888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7195    7.8081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3804    8.3019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1385    7.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7994    8.4701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2356    7.1571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5747    6.6633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5919    5.1821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9439    5.6927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0621    6.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1777    5.3868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0595    4.5703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2403    4.4732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465    5.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9148    3.7151    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1336    3.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1446    2.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1470    2.2883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4085    3.0542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8979    2.4062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0849    2.2663    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2038    1.6400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6932    0.9920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9991    0.2258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8767    1.1102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0203    1.5217    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1174    0.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4565    0.2087    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  1  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  7  9  1  0  0  0  0
  9 10  1  1  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  4  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  4  0  0  0
 20 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  4  0  0  0
 27 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 36 37  2  0  0  0  0
 31 37  1  0  0  0  0
 29 38  1  0  0  0  0
 38 39  2  0  0  0  0
 39 40  1  4  0  0  0
 39 41  1  0  0  0  0
 42 41  1  4  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 49  1  1  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  1  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 52 56  1  0  0  0  0
 56 57  2  0  0  0  0
  5 57  1  0  0  0  0
 57 58  1  4  0  0  0
M  END
> <DATABASE_ID>
NP0217969

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1N=C(O)[C@H](C)N=C(O)[C@H](CC(C)C)N=C(O)[C@@H](N=C(O)[C@H](CC2=CC=C(O)C=C2)N=C(O)CN=C(O)[C@@H]2CCCN2C(=O)[C@@H](N=C1O)C(C)C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C41H64N8O9/c1-21(2)17-28-36(53)43-25(9)35(52)45-29(18-22(3)4)37(54)48-34(24(7)8)41(58)49-16-10-11-31(49)39(56)42-20-32(51)44-30(19-26-12-14-27(50)15-13-26)38(55)47-33(23(5)6)40(57)46-28/h12-15,21-25,28-31,33-34,50H,10-11,16-20H2,1-9H3,(H,42,56)(H,43,53)(H,44,51)(H,45,52)(H,46,57)(H,47,55)(H,48,54)/t25-,28-,29-,30-,31-,33-,34-/m0/s1

> <INCHI_KEY>
DDWIRDHTZAQZIO-OXJYUAFTSA-N

> <FORMULA>
C41H64N8O9

> <MOLECULAR_WEIGHT>
813.01

> <EXACT_MASS>
812.479625673

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
122

> <JCHEM_AVERAGE_POLARIZABILITY>
86.59687025986273

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(6S,9S,12S,15S,18S,21S,26aS)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-15-methyl-12,18-bis(2-methylpropyl)-9,21-bis(propan-2-yl)-3H,6H,9H,12H,15H,18H,21H,22H,24H,25H,26H,26aH-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one

> <JCHEM_LOGP>
6.784950046999999

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.4932553523737626

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0593257393038518

> <JCHEM_PKA_STRONGEST_BASIC>
-5.958343147739211

> <JCHEM_POLAR_SURFACE_AREA>
268.66999999999996

> <JCHEM_REFRACTIVITY>
217.16460000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(6S,9S,12S,15S,18S,21S,26aS)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3H,6H,9H,12H,15H,18H,21H,24H,25H,26H,26aH-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      10.097  -3.277   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.915  -1.747   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.500  -1.140   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.149  -0.826   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.968   0.704   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      12.201   1.625   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.411   0.672   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      13.190  -0.852   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      14.841   1.243   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.051   0.290   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      15.062   2.767   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      16.591   2.949   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.513   1.715   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      17.199   4.364   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.728   4.545   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      19.650   3.311   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.179   3.493   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.042   1.896   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      16.277   5.597   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      17.230   6.807   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      18.754   6.586   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      16.659   8.237   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.612   9.447   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.041  10.877   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      19.136   9.226   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      15.135   8.458   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      14.954   9.987   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.187  10.909   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      13.539  10.595   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.357  12.124   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      14.591  13.046   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.410  14.575   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.643  15.497   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      17.059  14.889   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      18.292  15.811   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      17.240  13.360   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.006  12.438   0.000  0.00  0.00           C+0
HETATM   38  N   UNK     0      12.305   9.673   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      11.095  10.626   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      11.316  12.150   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       9.665  10.055   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       9.444   8.531   0.000  0.00  0.00           N+0
HETATM   43  C   UNK     0       7.915   8.350   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       6.993   9.584   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       7.308   6.935   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       5.849   6.439   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       5.870   4.900   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       7.741   4.271   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0       8.229   5.701   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0       7.276   4.491   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0       5.758   4.230   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       7.847   3.061   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       6.894   1.852   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       7.465   0.421   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0       5.370   2.072   0.000  0.00  0.00           C+0
HETATM   56  N   UNK     0       9.371   2.841   0.000  0.00  0.00           N+0
HETATM   57  C   UNK     0       9.553   1.311   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0       8.319   0.390   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   57                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   14   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26   22   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   38                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   37                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   37                                                       
CONECT   37   36   31                                                       
CONECT   38   29   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46   49                                                  
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   45   50                                                  
CONECT   50   49   51   52                                                  
CONECT   51   50                                                            
CONECT   52   50   53   56                                                  
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56   52   57                                                       
CONECT   57   56    5   58                                                  
CONECT   58   57                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₁H₆₄N₈O₉

Average Mass

813.0100 Da

Monoisotopic Mass

812.47963 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1N=C(O)[C@H](C)N=C(O)[C@H](CC(C)C)N=C(O)[C@@H](N=C(O)[C@H](CC2=CC=C(O)C=C2)N=C(O)CN=C(O)[C@@H]2CCCN2C(=O)[C@@H](N=C1O)C(C)C)C(C)C

InChI Identifier

InChI=1S/C41H64N8O9/c1-21(2)17-28-36(53)43-25(9)35(52)45-29(18-22(3)4)37(54)48-34(24(7)8)41(58)49-16-10-11-31(49)39(56)42-20-32(51)44-30(19-26-12-14-27(50)15-13-26)38(55)47-33(23(5)6)40(57)46-28/h12-15,21-25,28-31,33-34,50H,10-11,16-20H2,1-9H3,(H,42,56)(H,43,53)(H,44,51)(H,45,52)(H,46,57)(H,47,55)(H,48,54)/t25-,28-,29-,30-,31-,33-,34-/m0/s1

InChI Key

DDWIRDHTZAQZIO-OXJYUAFTSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Annona glabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Alpha-amino acid or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Cyclic carboximidic acid
Tertiary carboxylic acid amide
Pyrrolidine
Lactam
Carboxamide group
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00028306

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15478861

PDB ID

Not Available

ChEBI ID

172833

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one (NP0217969)

MOL for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

3D MOL for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

3D SDF for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

3D-SDF for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

PDB for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

3D PDB for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

SMILES for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

INCHI for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

Structure for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)

3D Structure for NP0217969 ((6s,9s,12s,15s,18s,21s,26as)-1,4,7,10,13,16,19-heptahydroxy-6-[(4-hydroxyphenyl)methyl]-9,21-diisopropyl-15-methyl-12,18-bis(2-methylpropyl)-3h,6h,9h,12h,15h,18h,21h,24h,25h,26h,26ah-pyrrolo[1,2-a]1,4,7,10,13,16,19,22-octaazacyclotetracosan-22-one)